SU1014831A1 - Process for preparing bis(sylil-methyl) mercury compounds - Google Patents

Description

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The invention relates to organoelement chemistry, namely, to an improved method for producing bis (silylmethyl) mercury compounds of general formula (I) (CH 3) e-pCl 1 H 2 32 He. where p O; one; 2 or 3, which can be used as intermediates in organic synthesis and as monomers in the production of mercury containing polymers. The known method of bis- (bilmethyl) -prytne compounds by pyrolysis of chlorosilanes or methylchlorosilanes in the presence of dimethylmercury. The disadvantages of this method include the formation of a complex mixture of pyrolysis products, the need to use high-temperature compounds and a low content of target compounds in the reaction products (up to 60). Closest to the present invention is spos; on the preparation of bis- (silyl methyl) mercury compounds of formula (I) by reaction of chemomethyl silane with magnesium and mercury compounds, namely d; ichloride. mercury, in tetrahydrofuran medium at a temperature of -10 ° C, followed by boiling the reaction mixture, hydrolysis with ammonium chloride and isolation of the desired product 2. The disadvantages of this method include the low yield of the target product (Q%}, as well as the difficulties associated with carrying out the Grignard synthesis. The invention is to simplify the process and increase the yield of the target product. This goal is achieved by the method of obtaining compounds of formula 1, that chloromethylsilane is subjected to interaction with bis- (triethylsilyl) - or bis- (triethylgermyl)-mercury in the medium of an organic solvent under ultraviolet irradiation of the reaction mixture at room temperature. Benzene, hexane, or ether can be used for solvent extraction. The products are isolated by vacuum distillation with a yield of 87-95%. The synthesized compounds are (color crystals, soluble in benzene, hexane, ether, chloroform, and other organic solvents. The structure of the compounds was confirmed by elemental analysis data, mass and PMR spectra.The proposed method allows to increase the yield of the target product and eliminate the need to work with ether when cooled to. The method also makes it possible to obtain previously unknown organosilicate compounds with a high yield, which contain functional groups with the silicon atom. The process proceeds according to the following scheme (CHjlj-n n 2 - (, where n is 0; 1; 2; 3; M Si; Ge; Example 1. Bis- (trichloro.1.1 methyl) -trut. To a solution of 4.3 g (3 mmol) chloromethylchlorosilane in 15 ml of benzene, 6.0 g (11.5 mmol) of bis- (triethylgermyl) mercury are poured in. The ampule with the reaction mixture is re-soldered and irradiated for 15 min at room temperature with a DTH-375 lamp until the characteristic yellow color of bis disappears - (triethylgermyl) mercury. After vacuum distillation, 5.0 g (87.1) of bis- (tr1; 1chlorosylylmethyl) mercury, m.p. 99-101 (0.02 mm), mp. 67- 69. Found, 4: C 5.37; H 0.88; C1, 84; Hg 0.53; Si 11.0 CJbCl, HgSi, 2. Sleno,%: C, 83; H 0; 8l; C1 42.75; Hg, 32; Si 11.29. EXAMPLE 2. Bis (methyldichlorosilylmethyl) mercury. To a solution of 3.7 g ( 22.6 mmol) of chloromethylmethyldichlorosilane in 15 ml of hexane infuse 4.8 g (11.1 mmol) of bis- (triethylsilyl) mercury. The vial with the reaction mixture is soldered and irradiated with UV light for 25 minutes at a distance of 10 cm from the source until discoloration of the reaction mixture. After vacuum repainting, 4.5 g of (87, b) bis- (methyldichlorosilylmethyl) mercury, t. Boil, are isolated. 82-83 (0.02 mm), so pl. 46-48 °. Found, C 10.63; H 2.36; C1 30.86; Hg 43.55; - si 12.33 C4H-ioCl HgSi2

3I0li 8314.

Calculated,%: C 10.52; H 2.21; Found: C 17.88; H 3.89;

C1 31.05i Hg 3; 92; Si 12.30 Cl 17.06; Hg, 90; Si 13.70

Froze Bis- (dimethylchloroxy-Calculated,%: C 17.33; H 3.88;

l silt methyl) - mercury. To a solution of 5.3 g5, C1 17.05; Hg, 23; Si 13.51

(mmol). bis- (triethylgermil) mouth Bis (trimethylsilyl in 2.0 ml of ether, 2.0 gmethyl) -mut is poured. The compound is obtained by

(21.0 mmol) chloromethyldimethylchloroxy-the above method of 5.2 g

lana The reaction mixture is irradiated in (10.0 mmol) of bis- (triethylgermyl) mercury for 15 min with UV light to discolor O and 2.5 g (20 mmol) of chloromethyl; Chivani solution. Fractionation of trimethylsilane in a solution of benzene with

t, 0 g (95.2%) bis- (dimethyl-outlet 3.4 g (90.7%), bp, p,

Kporsililmetil) -rtutig t. Kip. 65-66 mass and PMR spectra of the compound, respectively (O, 02.mm), so pl. 27-28 °. Correspond to literary data 21.

c h cijHgsi

Claims (1)

METHOD FOR PRODUCING BIS- (SILYLMETHYL) -MEROID COMPOUNDS of the general formula t (CH ₃ ) ₃ _ _n Cl „SiCH ₂ ] 2Hfc, (I) where η» 0; 1; 2 or 3, by reacting chloromethylsilane with a mercury compound in an organic solvent medium, characterized in that, in order to simplify the process and increase the yield of the target product, bis- (triethylsilyl) - or bi s- (t riethylgermyl) is used as a mercury compound ) -mercury and the process is carried out under ultraviolet Irradiation of the reaction mixture at room temperature. e SU ", 1014831>.